Windward Square Sec 2 Homes with Tennis Court(s) Community Features

Welcome to Windward Square Sec 2, an enchanting subdivision nestled in the heart of Winter Park, Florida, within the scenic Seminole County. This delightful community is a hidden gem, offering a perfect blend of suburban tranquility and vibrant city life. With its tree-lined streets and charming homes, Windward Square Sec 2 is an ideal place for families, retirees, and anyone seeking a serene lifestyle.

One of the standout features of this community is its impressive homes with tennis courts. Imagine stepping out of your backyard and onto your private court, where you can enjoy a friendly match or practice your serve under the warm Florida sun. The availability of tennis courts not only promotes an active lifestyle but also fosters a sense of camaraderie among neighbors who share a passion for the sport.

Windward Square Sec 2 is designed for those who appreciate community and connection. The friendly atmosphere encourages residents to engage in various activities, from neighborhood gatherings to tennis tournaments, ensuring that everyone feels at home. The well-maintained common areas and lush landscaping add to the appeal, making it a picturesque backdrop for your everyday life.

Conveniently located, Windward Square Sec 2 provides easy access to Winter Park's vibrant downtown, renowned for its boutique shops, delightful dining options, and cultural attractions. With excellent schools and parks nearby, this subdivision is perfect for families looking for a nurturing environment to call home. Discover the charm of Windward Square Sec 2, where your dream home awaits!

Newest Windward Square Sec 2 Homes with Tennis Court(s) Community Features

$255,000

2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 2 SubDv. ⋅ 32792 Zip Code

Virtually Staged. ALL PLAY and NO WORK! Imagine coming home to a space where weekends are made for relaxing, entertaining, and enjoying the best of Florida living. This single-story, two-bedroom, two-bath townhome offers an effortless lifestyle in a location that puts everything within reach. Vaulted ceilings create an open, airy feel in the spacious living and dining area, while sliding glass doors lead to a private, fenced backyard with a large concrete patio?perfect for morning coffee, weekend barbecues, or unwinding after a long day. With no rear neighbors and views of the community green space, you?ll enjoy added privacy and tranquility. The kitchen is designed for everyday ease, featuring ample cabinetry, a breakfast bar, and all appliances included, making move-in simple. Retreat to the oversized primary suite with a walk-in closet and direct patio access, creating a true indoor-outdoor flow. The second bedroom offers flexibility for guests, a home office, or creative space. Step outside your front door and enjoy resort-style amenities, including three swimming pools, tennis courts, a clubhouse, and a playground—all with low HOA fees. With parking for three vehicles, convenience is built right in. Located close to shopping, dining, major roadways, and just minutes from Winter Park’s Park Avenue, this home delivers both comfort and connection. Owner-occupant only community—ideal for those looking to put down roots and enjoy a true neighborhood feel. Live more. Maintain less. Welcome home.

2651 Cayman Way, Winter Park

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